Caribbean

Forget the typical Caribbean nonsense: Puerto Rico is a world-class anomaly where rainforests meet history and the party never stops—and yes, you can skip the passport stamps while keeping your budget intact. We're on the hunt for the best Puerto Rico flight deals, so whether you’re planning a historical deep-dive into the colourful architecture of Old San Juan, getting lost in the tropical magic of the El Yunque rainforest, or just need to plant your feet on one of the island’s pristine beaches, we'll show you how to score genuinely cheap flights to Puerto Rico. Stop overpaying, start exploring this vibrant corner of the world, and go grab yourself an authentic piña colada.

New York

The United States is a travel heavyweight, packing everything from dazzling skylines and buzzing neon cities to natural wonders so epic they make your camera feel inadequate. It's the land of big ideas and even bigger distances—which is precisely where Jack’s Flight Club comes in. We’re here to help you skip the seriously long bus rides and the soul-crushing flight search by finding the cheap flights for you and proving you don't need to break the bank just to cross a few time zones.
Whether you're planning a swift weekend trip to the Big Apple, a surf session on the West Coast, or a grand tour of the national parks, we've got your back. Our Navigators love sprinkling in a generous helping of insider knowledge to make your trip count—because life’s too short to pay silly money for flights you can’t even brag about.

United States

The United States is a travel heavyweight, packing everything from dazzling skylines and buzzing neon cities to natural wonders so epic they make your camera feel inadequate. It's the land of big ideas and even bigger distances.

San Juan

Puerto Rico

Whether you intend to get lost in the tropical magic of the El Yunque rainforest, or just need to plant your feet on one of the island’s pristine beaches, we'll show you how to score genuinely cheap flights to Puerto Rico.

Atlanta

Puerto Rico 🤿 in $230s-$310s RT

Discounted Puerto Rico trips? Absolutely! 

Dublin

Ireland

San Juan 🍹 in €480s-€490s rtn 

This European heatwave is showing zero signs of cooling down, so I could reeeeally go for a refreshing drink right about now… 🫠

Frankfurt

Germany

Puerto Rico 🍹 in €580s-€590s rtn

Tampa

Chicago

Orlando

Aguadilla

Dallas

Puerto Rico 🐠 in $230s-$310s RT

San Juan 🐸 at $186-$191 rtn from Tampa

You definitely don't want to just stick to the resort pool for this trip!

Vancouver

Forget everything you thought you knew about Canada being a polite, freezing expanse. This place is seriously epic, stretching from Vancouver's gorgeous coastline and the towering Rockies right over to the hip coffee shops of Montreal and the rugged East Coast. 
The only problem? It’s massive. Luckily, this is where we step in. We find those great-value Canada Flights that prove you can tackle this stunning country without turning your bank account into a frozen wasteland.
Whether you're flying in from overseas or grabbing a domestic flight for a quick poutine run, our in-house Canadian crew is here to lend their expertise. So stop guessing when to book and where to go: our guides are your secret weapon for getting the most bang for your loonie, eh!

Canada

Forget everything you thought you knew about Canada being a polite, freezing expanse. This place is seriously epic, stretching from Vancouver's gorgeous coastline and the towering Rockies right over to the hip coffee shops of Montreal and the rugged East Coast.

Toronto

Toronto City

Edmonton

San Juan, Puerto Rico 🐠 in $430s-$580s RT

Found this bargain with the help of JFC and now we’re having a good time in Puerto Rico!

Postcard from Peter

Thanks! I&#39;ve never booked flights so quickly in my life but by some weird twist of fate, I had earmarked Mexico as somewhere I wanted to visit this year, and also the day earlier talked about wanting to but probably never being able to afford to fly business class. So this was an opportunity I couldn&#39;t miss, and would never have found out about without the membership email... There&#39;s still a few months until I fly, but its been around 3 months with no price correction, so feeling pretty hopeful that all will be well and I landed *no pun intended* a wicked deal!

Postcard from Sonia

We booked £500 return BUSINESS CLASS flights to Cancun on todays deal!!! Thank you absolute legends 

Postcard from Katy

Hey Jack! Thank you so much for all the deals, me and my boyfriend were wondering where to go later in the year and this deal decided it for us: Mexico City in November for €600 return each! Fingers crossed they honor the flights! Cheers,

Postcard from Joao

Just booked the deal from this morning and am absolutely BUZZING! Business class for £500 return to Mexico City this November with my best friend. Thank you so much for the newsletter and premium is worth every damn penny!

Postcard from Lauren

I managed to book the One World error fare today!! Bagged a return flight business class for just over £500 to Cancun!!!! Booked for my partners birthday so that will earn me extra brownie points. Good looking out guys. 

Puerto Rico

Puerto Rico in $230s-$310s RT

San Juan in €480s-€490s rtn

Puerto Rico in €580s-€590s rtn

Puerto Rico in $230s-$310s RT

$186-$191 rtn

San Juan, Puerto Rico in $430s-$580s RT

A natural phenomenon for every month of the year

Don’t read these international urban legends if you like sleep

Postcard from Peter

Postcard from Sonia

Postcard from Katy

Postcard from Joao

Postcard from Lauren

Postcard from Kryssy